Vacation Rentals & Apartments in Oak Bluffs

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29 apartments

Solera Victorian charm, ocean view, steps to beach

Oak Bluffs cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$1,956

Great Location, Beautiful Home

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$734

Ocean, lake, harbor & parkview Vineyard cottage w/AC and auto ferry tics

Oak Bluffs cottage

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$1,141

East Wing of Captain's Mansion - Luxury, Waterfront, Town, & Beaches - 5 stars

Oak Bluffs house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$698

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Price per night from

$241

West Wing of Captain Morse House Waterfront, Town & Beach - Pets OK, - 5 stars

Oak Bluffs house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

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Price per night from

$722

Great rentals within 20 miles that match your search

Popponesset Beach-Mashpee, MA. 4 minute walk to pristine beach.

New Seabury house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$371

Vineyard Haven Guest House - Sleeps 4, A/C, Walk to Town

Vineyard Haven house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“great stay in Vineyard Haven” We enjoyed staying in David's guest house. It was clean, well situated (a short walk from downtown Vineyard Haven), and made for a relaxing few days on the Vineyard. David was easy to reach and very responsive to any of our needs. I would highly recommend you stay at the guesthouse.

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Price per night from

$263

Cape Cod 2 BD cottage (June $1200wk) private beach in W. Hyannisport

West Hyannisport house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Our family enjoyed a memorable reunion week in this beach neighb” We spent the week walking to aves, swimming at Squaw Island, golfing, tennis, and dining out at some great restaurants. This beach house has central air, a new gas grill and outdoor shower. All musts for our vacation rental requests. Nice quiet area with great Cape Cod experiences. The house is clean and comfortable. Great master bed. Near boats to the vineyard and Nantucket. We plan on another family reunion vacation at this beach house again this summer.

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Price per night from

$263

Falmouth Heights steps to Beaches...Clean and Comfortable

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$571

Minutes to Menauhant Beach - Newly Furnished

Falmouth house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$428

New Cape House Steps to the Beach in East Falmouth

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$428

Magnificent Contemporary on Exclusive Point

Falmouth house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$913

Charming Lambert's Cove Beach House

West Tisbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$428

Martha's Vineyard Rental

Edgartown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$652

Edgartown - Clean, quiet, and comfortable home close to bike trail

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$742

Treetops - Large House and Private Haven in Centerville Near Craigville Beach

Centerville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$571

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Price per night from

$1,084

Newly Remodeled Cape Near Megansett Beach

Silver Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$571

Walk to the Beach! NEW Hot Tub! Pets welcome!

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$386

Walk To Lake Wequaquet. Close to Main Street & Beaches. Central Cape

West Barnstable apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$523

Deluxe townhouse at the charming Sea Mist Resort Resort with swimming pool

Mashpee townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$343

Coastal Contemporary in Katama / South Beach / Edgartown / Bike Paths /

Edgartown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$602

Deluxe suite at the oceanfront Surfside Resort

Falmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$458

Luxurious Captains Mansion - Waterfront, Town, & Beaches - 5 stars

Edgartown house

  • 12 bedrooms
  • 7 bathrooms
  • sleeps 26

“great trip!” Definately would do it again! Loved the house and the area. Marthas Vineyard is a very special place!

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Price per night from

$903

Quiet, Pet Friendly, Close to Edgartown and Oak Bluffs Beaches - FIVE STARS

Edgartown guest house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$302

Sea Glenn Flowers Private home new to market

Vineyard Haven house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$481

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Price per night from

$687

Walk To Joshua Pond & Main St. 2 Bedroom Cottage, Central Cape Location

Osterville apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Cycling trips

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Price per night from

$523

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